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Kwon, Oh Hoon
Ultrafast Laser Spectroscopy and Nano-microscopy Lab.
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Acid-base reaction of a super‐photoacid with a cooperative amide hydrogen‐bonded chain

Author(s)
Choi, Ye‐JinKim, HeesuKwon, Oh Hoon
Issued Date
2022-04
DOI
10.1002/bkcs.12479
URI
https://scholarworks.unist.ac.kr/handle/201301/57149
Citation
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.43, no.4, pp.501 - 507
Abstract
The excited-state proton transfer (ESPT) of the strong photoacid, N-methyl-7-hydroxyquinolium (NM7HQ+), was studied in the presence of N-methylbenzamide (NMB) as a base in the aprotic polar solvent, acetonitrile. According to the Benesi–Hildebrand relation, it was revealed that the hydrogen (H)-bonded complex of NM7HQ+ and NMB exists in the ground state in a 1:1 stoichiometry with the association constant of 22.2 ± 1.7 M−1. The fluorescence quenching of the 1:1 complex was observed to follow the Stern–Volmer relation with the molecularity of one for NMB indicating that the ESPT of NM7HQ+ occurs with the H-bonded chain of two NMB molecules. Our study highlights the cooperative nature of H-bonding in the chemical reactivity of amide in acid–base reactions as has already been reported for alcohol.
Publisher
대한화학회
ISSN
0253-2964
Keyword (Author)
amidechemical kineticscooperativitydiffusionexcited-state proton transferhydrogen bond
Keyword
PROTON-TRANSFERHYDRATION PROBEDYNAMICSWATERSOLVATIONALCOHOL

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